
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $632 (FlightHub) |
One-way from | $321 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $752 |
Good round-trip deal | $832 or less |
Good one-way deal | $604 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Tue 8/18
5:25 pm-10:00 am
Nonstop9h 35m
Naples
Tue 8/25
3:00 pm-6:50 pm
Nonstop10h 50m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 8/12
4:50 pm-7:50 pm
1 stop20h 00m
Naples
Fri 8/21
9:05 am-9:20 pm
1 stop19h 15m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Mon 8/17
5:25 pm-10:00 am
Nonstop9h 35m
Naples
Mon 8/24
8:25 pm-3:55 pm
1 stop26h 30m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Mon 8/17
8:15 am-10:35 am
2 stops19h 20m
Naples
Mon 8/24
11:40 am-11:57 pm
2 stops19h 17m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sat 7/25
6:29 pm-6:15 pm
2 stops16h 46m
Naples
Fri 8/21
11:40 am-11:57 pm
2 stops19h 17m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 4/15
6:00 pm-6:25 pm
1 stop17h 25m
Naples
Wed 4/29
12:30 pm-8:59 am
2 stops27h 29m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Mon 5/11
9:30 pm-7:05 pm
1 stop14h 35m
Naples
Wed 5/20
3:00 pm-6:55 pm
Nonstop10h 55m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 5/6
2:00 pm-12:20 pm
2 stops15h 20m
Naples
Wed 5/20
9:00 am-6:21 pm
2 stops16h 21m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Tue 5/19
5:19 pm-6:15 pm
2 stops17h 56m
Naples
Tue 5/26
6:05 am-6:05 pm
2 stops19h 00m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Thu 8/6
1:15 pm-11:40 am
1 stop15h 25m
Naples
Fri 8/14
9:00 am-6:15 pm
1 stop16h 15m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Chicago O'Hare Intl Airport to Naples may vary depending on when you book. For the best chance of a lower fare, look to book 66 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Naples (average of $496). Flying from Chicago O'Hare Intl Airport to Naples in June is currently the most expensive (average of $817). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
About 32% of weekly flights between Chicago and Naples have experienced delays in the past year, with the average delay time being 174 minutes.
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, American Airlines have had the lowest number of delays on this route, with just 32% of flights being delayed.
Comfort
Overall
Crew
Food
Boarding
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Comfort
Overall
Crew
Food
Boarding
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Comfort
Overall
Crew
Food
Boarding
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Comfort
Overall
Crew
Food
Boarding
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Comfort
Overall
Crew
Food
Boarding
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Comfort
Overall
Crew
Food
Boarding
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$448 | Average$522 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$496 | Average$754 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$530 | Average$649 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$530 | Average$1,084 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$575 | Average$885 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$600 | Average$1,281 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$605 | Average$861 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$624 | Average$1,058 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$626 | Average$832 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$629 | Average$949 | FlexibilityNo cancel fee | On-time81% |